(S)-1-(5-Fluoropyridin-2-yl)ethanamine

Base Information

• Chemical Name: (S)-1-(5-Fluoropyridin-2-yl)ethanamine
• CAS No.: 905587-15-7
• Molecular Formula: C7H9FN2
• Molecular Weight: 140.16
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50582624
• Wikidata: Q82474101
• Mol file: 905587-15-7.mol

Synonyms:(S)-1-(5-Fluoropyridin-2-yl)ethanamine;905587-15-7;(1S)-1-(5-fluoropyridin-2-yl)ethanamine;(1S)-1-(5-Fluoropyridin-2-yl)ethan-1-amine;[(1S)-1-(5-fluoropyridin-2-yl)ethyl]amine;SCHEMBL588810;DTXSID50582624;KNKRMCSSVBSDNL-YFKPBYRVSA-N;MFCD09824147;AKOS016344597;(1S)-1-(5-fluoro-2-pyridyl)ethanamine;(5)-1-(5-fluoropyridin-2-yl)ethanamine;CS-0094680;(S)-1-(5-Fluoropyridin-2-yl)ethan-1-amine;EN300-252806;Y10226;A860772

Chemical Property of (S)-1-(5-Fluoropyridin-2-yl)ethanamine

Chemical Property:

• PSA: 38.91000
• LogP: 1.94070
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 140.07497646
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

98%min ^*data from raw suppliers

[(1S)-1-(5-Fluoropyridin-2-yl)ethyl]amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=NC=C(C=C1)F)N
• Isomeric SMILES: C[C@@H](C1=NC=C(C=C1)F)N
• Uses: s[(1S)-1-(5-Fluoropyridin-2-yl)ethyl]amine is involved with the synthesis and biol. evaluation of 2-(α-arylalkylamino)-4-(pyrazolylamino)pyrimidines as potent inhibitors of Trk kinases.

Technology Process of (S)-1-(5-Fluoropyridin-2-yl)ethanamine

There total 14 articles about (S)-1-(5-Fluoropyridin-2-yl)ethanamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

(S)-tert-butyl-1-(5-fluoropyridin-2-yl)ethylcarbamate (905587-16-8) → (S)-1-(5-fluoropyridin-2-yl)-ethanamine (905587-15-7)

Guidance literature:

(S)-tert-butyl-1-(5-fluoropyridin-2-yl)ethylcarbamate; With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 3h;

With sodium hydrogencarbonate; In water;

Reference yield: 79.0%

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl [(1S)-1-(5-fluoropyridin-2-yl)ethyl]carbamate (915720-58-0) → (S)-1-(5-fluoropyridin-2-yl)-ethanamine (905587-15-7)

Guidance literature:

With 1-(Trimethylsilyl)imidazole; In chloroform; at 68 ℃; for 24h; Product distribution / selectivity;

Reference yield:

5-fluoropicolinonitrile (327056-62-2) → (S)-1-(5-fluoropyridin-2-yl)-ethanamine (905587-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

1.2: 8 h / 0 - 25 °C

2.1: hydrogen / (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate / methanol / 7 h / 18 - 25 °C / 6205.94 - 7757.43 Torr

3.1: dmap / tetrahydrofuran / 20 h / 50 °C

3.2: 5 h / 18 - 25 °C

4.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 3 h / 18 - 25 °C

With hydrogenchloride; hydrogen; dmap; (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane;

upstream raw materials:

(S)-tert-butyl-1-(5-fluoropyridin-2-yl)ethylcarbamate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl [(1S)-1-(5-fluoropyridin-2-yl)ethyl]carbamate

5-fluoropicolinonitrile

(S)-N-(1-(5-fluoropyridin-2-yl)ethyl)acetamide

Downstream raw materials:

(S)-1-(5-fluoropyridin-2-yl)ethanamine hydrochloride

AZ23

Refernces

• 1、 -. "CHEMICAL COMPOUNDS 000-1". Page/Page column 55. . Retrieved 2009/04/25.
• 2、 -. "PYRAZOLYL-AMINO-SUBSTITUTED PYRAZINES AND THEIR USE FOR THE TREATMENT OF CANCER". Page/Page column 68. . Retrieved 2008/12/04.